BG62752B1 - Synergistic herbicidal composition and method of use thereof - Google Patents

Abstract

A synergetic herbicidal composition comprising (a) 2-(2'-nitro-4'-methylsulfonylbenzoyl)-1,3-cyclohexanedione or 2-(2'-nitro-4'methylsulfonyloxybenzoyl)-1,3-cyclohexanedione and (b) 2-chloro-4-ethylamino-6-isopropylamino-S-triazine. Also disclosed is a method of controlling undesirable vegetation by applying an effective amount of such composition to the locus of the vegetation to be controlled. 9 claims

Description

Technical field

The invention relates to a synergistic herbicidal composition comprising a) 2- (2'-nitro-4'-methylsulfonylbenzoyl) 1,3cyclohexanedione or 2- (2'-nitro-4'-methylsulfonyloxybenzoyl) -1,3-cyclohexanedione and b) 2-chloro-4-ethylamino-6-isopropylamino-striazine. The invention also relates to a method for controlling the growth of unwanted vegetation by applying a herbicidally effective amount of said synergistic composition to the site of distribution of such vegetation.

BACKGROUND OF THE INVENTION

The protection of crop plants from weeds and other undesirable vegetation, which hinders crop growth, is a recurring problem in agriculture. To help solve this problem, many chemical products and preparations have been created that are effective in controlling this unwanted vegetation. Chemical herbicides of many types are known, many of which are commercially available.

In some cases, active herbicides exhibit higher activity when used in combination than when used alone. The result is often referred to as synergism because the combination shows a level of efficacy or activity beyond what is expected to be based on knowledge of the self-efficacy of the components. The invention is based on the finding that some cyclohexanedions and 2-chloro-4-ethylamino-6-isopropylamino-5-triazine (atrazine), already individually known for their herbicidal efficacy, exhibit a synergistic effect when applied in combination.

The compounds forming the combination of the invention are known independently of one another in the art with their effect on plant growth. Thus, 2-chloro-4-ethylamino-6'isopropylamino-3-triazine, commonly known as atrazine, is commercially available under various trade names and is described in the Herbicide Handbook of the Weed Science Society of America, 5th ed. ., 1983 2- (2'-Nitro 4 '- methylsulfonylbenzoyl) -1,3-cyclohexanedioant is described in US 5,006 158; 2- (2'-Intro 4'-methylsulfonyloxybenzoyl) -1,3-cyclohexanedione is described in US 5 089 046.

SUMMARY OF THE INVENTION

The invention relates to a synergistic herbicidal composition comprising a) 2-N-nitro-4'-methylsulfonylbenzoyl (-1,3-cyclohexanedione (HMSC) or 2- (2'-nitro-4'-methylsulfonyloxybenzoyl) -1,3-cyclohexanedione) HMSOC (and b) 2-chloro-4-ethylamino-6-isopropylamino-3-triazine.

The invention also relates to a method of controlling undesirable vegetation by applying to the place of distribution of such vegetation a synergistic composition. containing a) 2- / 2'-nitro-4'-methylsulfonylbenzoyl / -1,3-cyclohexanedione or 2- / 2'-nitro-4'-methylsulfonyloxybenzoyl / -1,3-cyclohexane dione; and b) 2-chloro-4-ethylaminob-isopropylamino-3-triazine.

The terms synergistic and synergistic are used herein to express the observed result when a combination of herbicides shows an efficacy greater than that which would be expected to have a combination based on the efficacy of each of the herbicides when applied individually.

The term herbicide is used herein to mean a compound that controls or alters plant growth. The term herbicidally effective amount "means the amount of such compound or combination of such compounds that is capable of exhibiting a controlling or changing effect. The effects of controlling or changing include all deviations from natural development, for example: destruction, delayed leaf burning, albinism, growth retardation, and the like. The term "plants" refers to all physical parts of the plant, including seeds, seedlings, saplings, roots, tubers, stems, stems, leaves and fruits.

In the compositions according to the invention, the weight ratio between component (a) and component (b), wherein the herbicidal response is synergistic, varies between about 1:50 and about 1: 1 and preferably is between about 1:40 and 4: 5 .

The doses of administration depend on the particular plant species and the degree of control desired. Generally, the compositions of the invention are most effective when used at a dose of 0.001 to 5 kg / ha.

The compositions of the invention are useful when herbicides that exhibit synergistic activity in controlling undesirable vegetation. They can be formulated for application in the same way that herbicides are treated. The compounds may be administered individually or in combination as part of a two-part herbicide system.

The task of preparing the formulations (compositions) is to apply the compositions to the site of the unwanted vegetation in the usual manner. Distribution site means soil, seeds, seedlings, as well as vegetation already available.

The composition of the invention can be administered in known concentrations at various concentrations. It is useful in controlling the growth of unwanted vegetation during pre-sowing and post-emergence application to where this control is needed. In practice, the composition is administered in the form of a preparation containing various adjuvants and carriers known for or used in the production to facilitate dispersion. The choice of formulation and route of administration can affect the activity of any given compound and therefore the choice must be tailored to the nature of the compound. The compositions of the invention may be formulated as granules, wettable powders, emulsifiable concentrates, powders or powders, self-dusting powders, solutions, suspensions or emulsions, or in the form of, for example, microcapsules for controlled release. These formulations may contain from about 0.5% to about 95% by weight. or more than the active ingredient. The optimal amount for each compound will depend on the nature of the seeds or plants to be controlled.

The wettable powders are in the form of finely divided particles which are easily dispersed in water or other liquid carrier. The particles contain the active substance retained in a solid matrix. Typical solid matrices include diatomaceous earth, kaolin clays, silicates, and other easily wettable organic or inorganic solids. Wetting powders typically contain from about 5% to about 95% active ingredient and a small amount of a wetting, dispersing or emulsifying agent.

Emulsifiable concentrates are homogeneous liquid compositions that can be dispersed in water or in another liquid and may consist entirely of the active substance with a liquid or solid emulsifying agent, or may also contain a liquid carrier such as xylene, heavy aromatic oils. , isophorone and other non-volatile organic solvents. In use, these concentrates are generally dispersed in water or other liquid and are usually applied as a spray which is sprayed onto the area to be controlled. The amount of active ingredient may range from about 0.5 to 95% of concentrate.

Granules include both extruded and relatively coarse-grained items and are generally applied without dilution to the site of vegetation suppression. Typical granule carriers include sand, infuser soil, attapulzhite clay, bentonite clays, montmorillonite clay, vermiculite, perlite and other organic or inorganic materials that absorb or can be coated with the active compound. Granules typically contain about 5% to 25% of active ingredients, which may include surfactants such as heavy aromatic oils, kerosene and other petroleum fractions or vegetable oils; and / or adhesives, such as dextrins, adhesives or synthetic resins.

Powders are non-powdered mixtures of the active ingredient with finely divided solids such as talc, clay, flour and other organic and inorganic solids that act as dispersants and carriers.

Microcapsules are usually droplets or granules of active material that are encased in an inert porous shell through which the enclosed material can be released into the environment at controlled speeds. Coated droplets typically have a diameter of 1 to 50 μ. The enveloped liquid typically constitutes about 50 to 95% by weight of the capsule and may, in addition to the active compound, also include a solvent. Capsule-coated granules are typically porous granules with porous membranes that close the openings of the granules, thereby retaining the active species in liquid form within the pores of the granules.

The granules are generally in the range of 1 mm to 1 cm in diameter, preferably 1 to 2 mm. The granules are obtained by spraying or occur naturally. Examples of such materials are vermiculite, sintered clay, kaolin, attapulzhite clay, sawdust and granular charcoal. Shell or membrane materials include natural or synthetic rubbers, cellulosic materials, styrenbutadiene copolymers, polyacrylonitriles, polyacrylates, polyesters, polyamides, polycarbamides, polyurethanes and starch xanthates.

Other useful forms of application of the herbicide include simply solutions of the active ingredient in a solvent, such that it is completely soluble at the desired concentration, for example acetone, alkylated naphthalenes, xylene and other organic solvents. Pressure sprays may also be used in which the active ingredient is dispersed in a finely powdered form resulting from the evaporation of a readily volatile dispersing carrier solvent.

Many of these formulations include wetting, dispersing or emulsifying agents. Examples are alkyl and alkylaryl sulfonates and sulfates and their salts; polyhydric alcohols; polyethoxylated alcohols; esters and fatty amines. These agents, when used, generally form from 0.1 to 15% by weight of the preparation.

Each of the above forms can be prepared as a package containing the herbicide together with the other ingredients of the preparation (diluents, emulsifiers, surfactants, etc.). The molds can also be prepared by the method of mixing in a tank, in which method the ingredients are obtained separately and mixed by the user.

These forms can be applied to spaces where control by conventional methods is desired. Powder and liquid formulations, for example, can be applied using pump sprayers, mechanical and hand sprayers and other suitable spraying devices. The preparations may also be administered by aerosol spray, in the form of powders or sprays. To change or control the growth of germinating seeds or sprouting seedlings, the powder and liquid compositions may be distributed in the soil at a depth of at least half an inch below the surface of the soil or applied only to the surface of the soil by spraying or spraying. The forms can also be applied by adding to irrigation water. This allows the preparations to enter the soil along with the irrigation water. Powder compositions, granular formulations or liquid formulations that are applied to the soil surface may also be distributed below the soil surface by conventional means, such as disk cultivation, harrowing or impurity treatment.

Examples of implementation

The following examples further illustrate the invention without limiting its scope.

In all three examples, the test plots are compared to the untreated plots and the visual assessment as a percentage of the control ranges from 0 to 100%, with 0% indicating no damage to the plant species and 100% indicating complete destruction of all plants. All types of plant damage are taken into account.

The observed results of herbicide treatments for each plant species of Examples 1, II and III are listed in Tables I, II and III respectively. The observed results for the treatments with the individual herbicides are listed together with the expected ("E") and observed ("O") results from the application of the mixtures of NMSC and atrazine. Expected results were obtained from control data using the formula of Limpel / Limpel et al., 1962, “Weeds Control in Dimethylchloro terephthalate Alone and in Certain Combinations Vol. 16: 48-53; Proc. NEWCC: 5

E = X + Y 100 in which X stands for observed rate of damage when used alone with one of the herbicides, and Y is observed percentage of damage when used with the other herbicide alone.

Example 1. In Holambra, Brazil, plots are planted with the following weed species:

Echinochloa crus -dalli (“ECHCG”); Brachiaria plantaginea (“BRAPL”); Digitaria ciliaris (“DIGAD”); Cenchrus echinatus (“CCHEC”) Euphorbia heterophylla (“EPHHL”): Bidenspilosa (“BIDPI”); Sida rhumbifolia (“SIDRH”); Amarantus retroflexus (“AMARE”). When these weeds reach stage 3-5, they are treated with NMSC with atrazine or NMSC + atrazine at the doses specified in Table 1. Twenty-eight days after treatment, species damage in each site is assessed. The results of this experiment, as an average of two replicates, are summarized in Table 1.

tiMgci Sh1C0 SH IHS & E SPES EPIIHL BIDPI SIDRH LMLIE IPUAO 18 0 0 3 0 42 53 47 33 23 35 23 0 0 5 43 57 72 45 35 70 3 0 in 20 0 47 69 82 50 53 140 45 1 3 52 3 60 91 99 72 67 Atuasillg * 250 0 0 0 0 30 30 10 23 18 500 0 0 0 13 4 7 45 30 40 33

ЦС11С5 ΒΕΔΡΤ

W1 £ C + Atr * E. Oh Е_. Fr. 18 + 250 0 1 3 0 0 35 + 250 23 33 0 13 70 + 250 30 45 8 12 140 + 250 4 5 91 13 32 18 + 500 0 27 0 3 35 4 500 23 57 0 13 70 + 500 30 67 IN 12 140 + 500 45 92 13 40

DIGAD CCIIEC shisha BIDPI £ _ Fr. Е_ 0 £ _ 0 Е_ Oh 3 23 0 0 59 62 67 80 0 20 5 8 60 53 70 91 20 33 0 12 63 67 78 100 52 72 3 13 72 30 94 100 3 13 13 12 69 53 74 90 0 18 17 7 70 71 76 100 20 40 13 7 72 69 83 100 52 63 16 13 79 90 95 100

DHDVN Amave. ipuao

-5 £ _ Е_ 52 88 48 91 37 64 75 98 58 89 47 68 84 100 61 93 61 79 99 100 88 100 73 90 63 97 60 92 48 65 80 99 67 95 55 82 87 100 70 100 69 95 99 100 83 97 78 98

The indicated doses of administration are g / ha.

NMSC = HMCU

NMSC + Atr. = NMSC + Atrazine

Example 2. Near Vienna, Austria, plots were sown with the following species: Amaranthus retroflexus (“AMARE”); Chenopodium album (“CHEAL”); Chenopodium hybruim (“CHEAL”); Date Stramonum C'DATST ”).

When these plants reach the stage of development of leaf 3-5, they are treated with NMSC independently; with atrazine alone; or with NMSC + atrazine, at the doses indicated in Table 2.

Thirty-five days after these applications, the treated plants are compared with the untreated ones. The results of this experiment, as an average of three replicates, together with the results expected by the Limpel formula, are summarized below in Table 2.

Table 2

NMSC

alone AMARE AMASN 12.5 52 47 25 65 63 50 80 80 100 87 83 200 98 97 Atrazine alone 250 20 18 500 58 53

NMSC + Atrazine η Well Oh 85 12.5 + 250 62 85 57 25 + 250 72 96 70 95 50 + 250 84 99 84 99 100 + 250 90 99 86 98 200 + 250 98 100 98 100 12.5 + 500 80 98 75 98 25 + 500 85 99 83 98 50 +500 92 98 91 98 100 + 500 95 99 92 99 200 + 500 99 100 99 100 + Doses application are in g / ha. Due to the essentially complete control of CHEAL, SNENU and DATST alone with NMSC and / or atrazine alone, ₍ with these species is observed small OR none synergism.

Example 3. In sections located in Illinois, New, Indiana, Kansas, Minnesota, South Dakota, and Missouri (each in three replicates), the following weed species are sown: 5 Xanthuim Strumarium (XANST ”); Setaria faberi (“SETFA”); Abutilon theophrasti (“ABUTH”); Chenopodium album (“CHEAL”); Polygonum pensylvanicum (“POLPY”); Solanium ptycanthum (“SOLPT”); Amaranthus retroflexus (“AMARE”);

Polygonum persicaria (“POLPE”).

The sections are treated with NMSC independently; with atrazine alone; or with NMSC + atrazine at the doses indicated in Table 3.

The results of each treatment / mean of the three replicates and placement / together with the expected results from the Limpel formula are presented below in Table 3.

Table 3.

NMSC atrazine XANST 7 control, expected, approx., in situ SETFA lb / a lb / a Kansas Minnesota Indiana Illinois Illinois 0.063 - 86 88 52 45 10 0.125 - 89 99 85 75 10 0.179 - - - 92 - - 0.25 - 93 99 97 100 42 - 0.5 90 25 20 42 61 - 1 90 56 68 50 53 E Oh E Oh E Oh E Oh E Oh 0.063 0.5 99 95 91 99 62 78 68 93 65 88 0.125 0.5 99 96 99 99 88 90 86 94 65 72 0.179 0.5 - - 94 95 - - 0.25 0.5 - - - - - 0.063 1 - - - 50 88 - 0.125 1 - - - 88 100 -

Leaves count 4-5 days after treatment when 36 are reported

In ABUTH, CHEAL, POLPY, SOLPT, AMARE, or POLPE species, there was little or no synergy, since the NMCT used alone showed almost complete control at the tested doses. With regard to AMARE, it is noted that this response / compared with the experiments summarized in Table 2 / is not contradictory but reflects the difference in the sustainability of European and American species.

Claims (8)

Claims A synergistic herbicidal composition comprising a) 2- (2'-nitro-4'-methylsulfonidbenzoyl) -1,3-cyclohexanedione or 2- (2'-nitro-4'-methylsulfonyloxybenzoyl) -1, 3-cyclohexanedione; and b) 2-chloro 4-ethylamino-6-isopropylamino-3-triazine. Composition according to claim 1, characterized in that the weight ratio of component (a) to component (b) is between about 1: 50 and about 1: 1. Composition according to claim 1, characterized in that the weight ratio of component (a) to 5 component (b) is between 1: 40 and about 4: 5. The composition of claim 1, wherein component (a) is 2- (2'-nitro-4'-methylsulfonylbenzoyl) -1,3-cyclohexanedione. 10 5. A method of controlling undesirable vegetation, characterized in that an effective amount of a synergistic herbicidal composition comprising a) 2- (2'-nitro-4'-methylsulfonylbenosyl) -1 is applied to the site of distribution of such vegetation. 3-cyclohexanedione or 2- (2'-nitro-4'-methylsulfonyloxybenzoyl) -1,3-cyclohexanedione; and b) 2-chloro-4-ethylamino-6-isopropylamino-triazine. Method according to claim 5, characterized in that the weight ratio of component (a) to component (b) is between about 1: 50 and about 1: 1. A method according to claim 6, characterized in that the weight ratio of component (a) to component (b) is between about 1:40 and about 4: 5. The method according to claim 5, wherein the component (a) is 2- (2'-nitro-4'-methylsulfonylbenzoyl) -1,3-cyclohexanedione. Method according to claim 5, characterized in that said composition is applied upon emergence.